US2367269A - Citrus oil flavoring materials - Google Patents
Citrus oil flavoring materials Download PDFInfo
- Publication number
- US2367269A US2367269A US440197A US44019742A US2367269A US 2367269 A US2367269 A US 2367269A US 440197 A US440197 A US 440197A US 44019742 A US44019742 A US 44019742A US 2367269 A US2367269 A US 2367269A
- Authority
- US
- United States
- Prior art keywords
- gelatin
- oil
- flavoring
- citrus
- flavoring materials
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000463 material Substances 0.000 title description 27
- 235000019499 Citrus oil Nutrition 0.000 title description 9
- 239000010500 citrus oil Substances 0.000 title description 9
- 229920000159 gelatin Polymers 0.000 description 34
- 108010010803 Gelatin Proteins 0.000 description 33
- 239000008273 gelatin Substances 0.000 description 33
- 235000019322 gelatine Nutrition 0.000 description 33
- 235000011852 gelatine desserts Nutrition 0.000 description 33
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
- 239000003921 oil Substances 0.000 description 18
- 235000019198 oils Nutrition 0.000 description 18
- 239000000796 flavoring agent Substances 0.000 description 15
- 235000019634 flavors Nutrition 0.000 description 15
- 238000000034 method Methods 0.000 description 14
- 150000003505 terpenes Chemical class 0.000 description 14
- 235000007586 terpenes Nutrition 0.000 description 14
- 235000019502 Orange oil Nutrition 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 239000010502 orange oil Substances 0.000 description 8
- 235000013305 food Nutrition 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 4
- 235000020971 citrus fruits Nutrition 0.000 description 4
- 230000000979 retarding effect Effects 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 241000207199 Citrus Species 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 2
- 239000003570 air Substances 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 239000011369 resultant mixture Substances 0.000 description 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 235000019501 Lemon oil Nutrition 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 235000002864 food coloring agent Nutrition 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000010501 lemon oil Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical class CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/10—Natural spices, flavouring agents or condiments; Extracts thereof
- A23L27/12—Natural spices, flavouring agents or condiments; Extracts thereof from fruit, e.g. essential oils
- A23L27/13—Natural spices, flavouring agents or condiments; Extracts thereof from fruit, e.g. essential oils from citrus fruits
Definitions
- This invention relates to a method for conserving citrus oil flavoring materials and to a novel product which is obtained as a result of carrying out the process herein described. More particularly, the invention is concerned with the conservation of such oils or oil flavoring materials as may be used in conjunction with gelatin as, for example, "oil of orange, oil of lime, etc.
- oils are derived from the peel of the citrus fruits which contains appreciable quantities of such peel oil.
- Orange oil for example, has been reported to consist chiefly of d-limonene, which comprises 90 percent or more of the oil; decylic aldehyde, 1-2 percent; and small quantities of formic, acetic, capric and caprylic acids; and an olefin alcohol closely related to 'linalool.” No pinene was found in orange oil although this substance is present in lemon oil.
- oils under certain conditions which are not as yet fully understood, are subject to change during storage, as a result of which they develop what is known as aterpene flavor.
- This development of terpene flavor is commonly believed to be associated with oxidation of the limonene and decomposition of the other constituents of the oil in the presence of air, acid and water. Oil of orange appears to be more particularly susceptible to the development of such terpene flavor.
- Our invention is directed particularly to the retardation of such terpene flavor development. We are aware that various anti-oxidants have been suggested for this purpose but with such anti-oxidants our invention is not concerned.
- Example 1 pounds of pure food gelatin are dissolved in 60 gallons of hot water. The resultant solution is then cooled to F. or lower whereupon 10 pounds of citric acid are added and dissolved in the gelatin solution.
- One gallon of orange oil extract flavoring material is then added and thoroughly incorporated. The orange oil mixes will with the aqueous gelatin solution becoming thoroughly emulsified and does not rise to the surface.
- the flavored tion is then immediately spread by running onto a belt and cooling under refrigeration to congeal the material.
- the congealed sheets are then cut, placed on trays and dried by exposure to a current of air. The dried sheets are then crushed and ground to desired size.
- the product is a dry mass wherein the gelatin and acid are present in a single phase relationship as a protective matrix material in which the orange oil is housed in dispersed form and in a second phase.
- a protective matrix material in which the orange oil is housed in dispersed form and in a second phase.
- flavoring materials are usually employed in conjunction with colors, such coloring agents as, for example, certifled food colors, may be added to the gelatin solution.
- coloring agents as, for example, certifled food colors
- small quantities of sugar or salt or like ingredients may be added to the mixture and we consider such additions as coming within the scope of our invention so long as they have no eflect on the conservation of the flavoring material and the retardation of the terpene flavor.
- the method of conserving citrusoil flavorin to secure by material and retarding the development of a terpene flavor therein which comprises dissolving food gelatin and solid edible acid material in water while forming a gelatin solution having a pH in the range from 3.0 to 4.2, forming a dispersion in said solution or material containing essentially citrus flavoring oil, and converting the resulting dispersion into dry gelatin form, whereby the citrus oil is housed in and protected by the resulting acidified gelatin mass.
- the method of conserving citrus oil flavoring material and retarding the development of a terpene flavor therein which comprises dissolving food gelatin and citric acid in water while forming a gelatin solution having a pH in the range from 3.0 to 4.2, forming a dispersion in said solution of material containing essentially citrus flavoring oil, and converting the resulting disper- 'sion into dry gelatin form, whereby the citrus oil is housed in and protected by the resulting acidifled gelatin mass.
- Inc method 01 conserving orange oil flavoring material and retarding the development or a terpene flavor therein which comprises dissolving iood gelatin and citric acid in water while forming a gelatin solution having a pH in the range from 3.0 to 4.2, forming a dispersion in said solution material containing essentially orange oil, and converting the resulting dispersion into dry gelatin form, whereby the orange oil is housed in and protected by the resulting acidified gelatin appreciable storage periods.
- a flavored food product comprising essentially a dry mass of food gelatin and citric acid in quantity to provide upon dissolution of said mass in water an acid gelatin solution of pH in the range from 3.0 to 4.2, said mass being a single phase with respect to said gelatin and said citric acid, and further comprising dispersed throughout and within said dry mass flavoring material including essentially citrus flavoring oil, the said product being characterized in that it does not develop a terpene flavor during appreciable storage periods.
- a flavored food product comprising essentially a dry mass of food gelatin and citric acid in quantity to provide upon dissolution of said mass being characterized in that it does not develop a terpene flavor during appreciable storage periods.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Seasonings (AREA)
Description
Patented Jan. 16, 1945' 2,367,269 CITRUS OIL FLAVORING MATERIALS Chester H. Epstein, Highland Park, and Nathan R. Gotthoffer, Grayslake, Ill., assignors to Grayslake Gelatin Co., Grayslake, 111., a corporation No Drawing. Application April 23, 1942, Serial No. 440,197
6 Claims.
This invention relates to a method for conserving citrus oil flavoring materials and to a novel product which is obtained as a result of carrying out the process herein described. More particularly, the invention is concerned with the conservation of such oils or oil flavoring materials as may be used in conjunction with gelatin as, for example, "oil of orange, oil of lime, etc.
These oils are derived from the peel of the citrus fruits which contains appreciable quantities of such peel oil. There are several processes available for the production of such oils, one of the commonest consisting in crushing the whole fruit between rollers, screening the resultant mixture of juice and oil and then separating the oil from the juice by centrifuging.
Extensive analyses of these oils have been made. Orange oil, for example, has been reported to consist chiefly of d-limonene, which comprises 90 percent or more of the oil; decylic aldehyde, 1-2 percent; and small quantities of formic, acetic, capric and caprylic acids; and an olefin alcohol closely related to 'linalool." No pinene was found in orange oil although this substance is present in lemon oil.
These oils, under certain conditions which are not as yet fully understood, are subject to change during storage, as a result of which they develop what is known as aterpene flavor. This development of terpene flavor is commonly believed to be associated with oxidation of the limonene and decomposition of the other constituents of the oil in the presence of air, acid and water. Oil of orange appears to be more particularly susceptible to the development of such terpene flavor. Our invention is directed particularly to the retardation of such terpene flavor development. We are aware that various anti-oxidants have been suggested for this purpose but with such anti-oxidants our invention is not concerned.
In a previous invention, U. S. 2,258,567, we described a method for conserving flavoring materials which consisted in dissolving or dispersing the flavoring material in a concentrated gelatin solution and then congealing and drying the resultant mixture. While this procedure serves to conserve the essence of the flavoring material in the final composition, we have found, however, that in the case of the citrus oils, the development of the terpene flavor is neither prevented nor appreciably retarded.
We have now found that the development of the terpene flavor may be retarded to a considerable extent by the addition of an acid material process and is or substance having acidic properties to the mixture of gelatin and flavoring material. This procedure, it will be noted, is contradictory to the theory that the development of the terpene flavor is favored by the presence of acid. This acidic substance, which should be edible, may be added to the gelatin solution prior to the addition of the flavoring material or may be added to the mixture after the dispersion of the oil flavoring material in the gelatin solution.
As an example of the carrying out of our process the following description is given:
Example 1 pounds of pure food gelatin are dissolved in 60 gallons of hot water. The resultant solution is then cooled to F. or lower whereupon 10 pounds of citric acid are added and dissolved in the gelatin solution. One gallon of orange oil extract flavoring material is then added and thoroughly incorporated. The orange oil mixes will with the aqueous gelatin solution becoming thoroughly emulsified and does not rise to the surface. The flavored tion is then immediately spread by running onto a belt and cooling under refrigeration to congeal the material. The congealed sheets are then cut, placed on trays and dried by exposure to a current of air. The dried sheets are then crushed and ground to desired size.
As noted above, this description is given merely by way of example of the carrying out of our by no means to be considered as limiting except as hereinafter described. The product is a dry mass wherein the gelatin and acid are present in a single phase relationship as a protective matrix material in which the orange oil is housed in dispersed form and in a second phase. We do not limit ourselves to the particular flavoring material or to the amounts thereof in proportion to the gelatin described in this example, but may use any of the citrus oil flavoring materials in any amounts desired in proportion to the gelatin, provided such amounts do not interfere with the carrying out of our process as described. Moreover, we do not limit ourselves to the particular method of congealing and drying the material as described above but may employ any known method of preparing the material in dry form. Because the acid substance will tend to destroy the gel strength of the gelatin, particularly at elevated temperatures, it is, however, advisable to congeal and dry the acidiin thin sheets and acidified gelatin solu-' fled mixture of flavoring and gelatin as rapidly as possible. 7
As regards the quantity of acidic substance required to accomplish the desired result or retarding the development or the terpene flavor, we have found that very little retardation of the terpene flavor occurs until the pH value or the solution is 4.2 or lower. Better results are obtained when the pH of the gelatin solution lies between 3.0 and 4.0. The amount of acidic materlal added cannot be excessive because ot the possible destructive eii'ect oi the acid on the gel strength 01' the gelatin, said efl'ect being rapidly increased as the pH value is lowered.
Since flavoring materials are usually employed in conjunction with colors, such coloring agents as, for example, certifled food colors, may be added to the gelatin solution. Finally, small quantities of sugar or salt or like ingredients may be added to the mixture and we consider such additions as coming within the scope of our invention so long as they have no eflect on the conservation of the flavoring material and the retardation of the terpene flavor.
What we claim as new and desire United States Letters Patent is:
1. The method of conserving citrusoil flavorin to secure by material and retarding the development of a terpene flavor therein, which comprises dissolving food gelatin and solid edible acid material in water while forming a gelatin solution having a pH in the range from 3.0 to 4.2, forming a dispersion in said solution or material containing essentially citrus flavoring oil, and converting the resulting dispersion into dry gelatin form, whereby the citrus oil is housed in and protected by the resulting acidified gelatin mass.
2. The method of conserving citrus oil flavoring material and retarding the development of a terpene flavor therein, which comprises dissolving food gelatin and citric acid in water while forming a gelatin solution having a pH in the range from 3.0 to 4.2, forming a dispersion in said solution of material containing essentially citrus flavoring oil, and converting the resulting disper- 'sion into dry gelatin form, whereby the citrus oil is housed in and protected by the resulting acidifled gelatin mass.
3. Inc method 01- conserving orange oil flavoring material and retarding the development or a terpene flavor therein which comprises dissolving iood gelatin and citric acid in water while forming a gelatin solution having a pH in the range from 3.0 to 4.2, forming a dispersion in said solution material containing essentially orange oil, and converting the resulting dispersion into dry gelatin form, whereby the orange oil is housed in and protected by the resulting acidified gelatin appreciable storage periods.
5. A flavored food product comprising essentially a dry mass of food gelatin and citric acid in quantity to provide upon dissolution of said mass in water an acid gelatin solution of pH in the range from 3.0 to 4.2, said mass being a single phase with respect to said gelatin and said citric acid, and further comprising dispersed throughout and within said dry mass flavoring material including essentially citrus flavoring oil, the said product being characterized in that it does not develop a terpene flavor during appreciable storage periods.
6. A flavored food product comprising essentially a dry mass of food gelatin and citric acid in quantity to provide upon dissolution of said mass being characterized in that it does not develop a terpene flavor during appreciable storage periods.
CHESTER H. EPSTEIN. NATHAN R. GOT'I'HOFF'ER.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US440197A US2367269A (en) | 1942-04-23 | 1942-04-23 | Citrus oil flavoring materials |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US440197A US2367269A (en) | 1942-04-23 | 1942-04-23 | Citrus oil flavoring materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2367269A true US2367269A (en) | 1945-01-16 |
Family
ID=23747826
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US440197A Expired - Lifetime US2367269A (en) | 1942-04-23 | 1942-04-23 | Citrus oil flavoring materials |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2367269A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2657997A (en) * | 1951-07-16 | 1953-11-03 | Gen Foods Corp | Stabilized citrus oil and method of producing the same |
| US20240101938A1 (en) * | 2019-10-09 | 2024-03-28 | Asahi Group Holdings, Ltd. | Packaged beverage and method for producing same |
-
1942
- 1942-04-23 US US440197A patent/US2367269A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2657997A (en) * | 1951-07-16 | 1953-11-03 | Gen Foods Corp | Stabilized citrus oil and method of producing the same |
| US20240101938A1 (en) * | 2019-10-09 | 2024-03-28 | Asahi Group Holdings, Ltd. | Packaged beverage and method for producing same |
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